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Öğe Bile acid bearing poly (vinyl chloride) nanofibers by combination of CuAAC click chemistry and electrospinning process(Elsevier, 2020) Altinkok, Cagatay; Karabulut, H. R. Ferhat; Tasdelen, M. Atilla; Acik, GokhanThis study aims to deposit most common bile acids such as lithocholic acid (LCA) and chenodeoxycholic acid (CDCA) bearing poly (vinyl chloride) nanofiber (PVC-LCA and PVC-CDCA) coatings on glass slides surface using a combination method by employing copper (I)-catalyzed azide-alkyne cycloaddition 'click' reaction (CuAAC), followed by electrospinning process. The resulted nanofibers and their intermediates are characterized by spectroscopic (FT-(IRH)-H-1-NMR), thermal (TGA and DSC), wettability (WCA) and morphological (SEM) analyses. Many characterizations reveal that the bile acid functionalized PVC-LCA and PVC-CDCA are successfully achieved by CuAAC between azido-functional PVC (PVC-N-3) and alkyne end-functional LCA and CDCA (LCAA-lkyne and CDCA-Alkyne) and their nanofibers obtained by electrospinning show efficiently improved thermal behavior, hydrophilicity and morphological features compared to pristine PVC or their granule analogues. Furthermore, the SEM images indicate that the formation of nanoscale, uniform, cylindrical and smooth fibers without free beads. The changeable properties achieved are attributed to the presence of rigid steroid skeleton, triazole rings and free -OH groups on the final polymers. Hence, it is clear that this facile combination procedure is encouraging for scientists working on potential biomedical PVC applications.Öğe Notable chenodeoxycholic acid oligomers -: synthesis, characterization, and 7?-OR steric hindrance evaluation(Pergamon-Elsevier Science Ltd, 2007) Karabulut, H. R. Ferhat; Rashdan, Suad A.; Dias, Jerry RayThe steric hindrance of the 7 alpha-OR group in bile acid derivatives is very different from the 12 alpha-OR group. The effect of this difference in steric hindrance on the synthesis of cyclocholates has been evaluated with support from AM1 and MM2 calculations. The C-13 NMR parameters for cheneodeoxycholic acid-based cyclocholates have been determined. (c) 2007 Elsevier Ltd. All fights reserved.Öğe Synthesis and Properties of Soybean Oil-based Biodegradable Polyurethane Films(ELSEVIER SCIENCE SA, 2018) Acik, Gokhan; Kamaci, Musa; Altinkok, Cagatay; Karabulut, H. R. Ferhat; Tasdelen, Mehmet AtillaIn this study, a series of biodegradable polyurethane films (PU-Fs) is prepared by step-growth polymerization of hydroxylated soybean oil (SBO-OH) and L-lysine diisocyanate ethyl ester (L-LDI) that are renewable-based di-functional building blocks. The influence of loading ratio by weight (SBO-OH/L-LDI (w/w) = 1:0.5; 1:1 and 1:1.5) on the biodegradable, mechanical and thermal properties of final PU-Fs is systematically investigated. In the first step, epoxy groups of epoxidized soybean oil are converted to corresponding hydroxyl functionalities to react with the diisocyanate groups of L-LDI via film casting method at room temperature. The obtained PU-Fs with higher L-LDI loading exhibit higher thermal and mechanical properties as well as more hydrophobic characteristic compared to others. Moreover, biodegradability of resulting PU-Fs is also studied using hydrolytic and enzymatic degradation experiments. Noteworthy, it is found that around 50 and 60% of PU-Fs are degraded by enzymatic and hydrolytic experiments after 12 weeks.Öğe Synthesis of novel dimeric compounds containing triazole using click method and their selective antiproliferative and proapoptotic potential via mitochondrial apoptosis signaling(Springer Birkhauser, 2020) Karabulut, H. R. Ferhat; Karatavuk, Ali Osman; Ozyildirim, Hasan; Doganlar, Oguzhan; Doganlar, Zeynep BanuIn this study, the main aim was synthesis of dimeric compounds, which contain lithocholic acid and a triazole structure to investigate the selective cellular and molecular antiproliferative and proapoptotic potential of these products in healthy embryonic fibroblast (MEF), cervix cancer (HeLa), and breast cancer (MCF-7) cells. Four ester (5a-d) and five dimeric (6a-d, 7) out of nine novel compounds were obtained. First of all, lithocholic acid was converted to methyl lithocholate and then it was reacted with certain alkynoic acids (a-d) to obtain its alkynoate derivatives (5a-d). Finally, these compounds were converted to dimers (6a-d) by using 2,6-bis(azidomethyl)pyridine via the click method. Our result indicate that, treatment with dimeric compounds can selectively decrease the cell viability and proliferation in cervix cancer HeLa and breast cancer MCF-7 cells, except 7 which caused a strong cytotoxicity on healthy MEF cells. According to MTT assay, Nucblue cell stain and Annexin V/Propodium iodide molecular probe staining, 100 mu M concentrations of the dimeric compounds was sufficient in inducing death and apoptotic cell ratio in HeLa and MCF-7 breast cancer cells selectively. In brief, the present study indicates that most effective dimeric compounds are 6a and 6b, which have the highest IC50 (345.8-342.6 mu M) value on healthy cell and the lowest IC50 value in both cervix (49.2-36.9 mu M) and breast (23.0-66.1 mu M) cancer cells especially long-term treatment and which triggers apoptosis pathway specifically.Öğe Synthesis of novel dimers containing cholesterol and ergosterol using click reaction and their anti-proliferative effects(Springer Wien, 2020) Karatavuk, Ali Osman; Karabulut, H. R. FerhatThis study aimed to achieve the synthesis of dimers containing cholesterol and ergosterol using click reaction and to perform biologic evaluations. For this purpose, cholesterol and ergosterol were converted to their esters. Three ergosterol esters were reported as novel compounds. To be used as linkers, furan and thiophene derivatives containing azide groups were synthesized. Of these, 2,5-bis(azidomethyl)thiophene was reported to be a novel compound. The obtained compounds were converted to dimers using a click reaction and 12 novel dimers were obtained as a result. The synthesized compounds were examined to evaluate their biologic activity against MCF-7 and HT29 cancer cells and MEF healthy cells. As a result of the biologic evaluation, the most effective compound against the MCF-7 cancer cell line was [2,5-furandiylbis(methylene)]bis(cholest-5-en-3-yl1H-1,2,3-triazole-4-pentanoate) with 205.06 mu M concentration and [2,5-furandiylbis(methylene)]bis(ergosta-5,7,22-trien-3-yl1H-1,2,3-triazole-4-propanoate) with 159.5 mu M concentration was the most effective for the HT29 cancer cell line. [GRAPHICS] .Öğe Synthesis of symmetrical and asymmetrical dimeric steroids by using Grubbs reagent(Amer Chemical Soc, 2014) Karabulut, H. R. Ferhat; Uysalcan, Caner[Abstract Not Available]
